One-pot approach for the synthesis of 2-aryl benzothiazoles via a two-component coupling of gem-dibromomethylarenes and o-aminothiophenols

Tetrahedron Letters

Volumn 52, Issue 42, 2011, Pages 5474-5477

  Siddappa, Chandrappa ^a   Kambappa, Vinaya ^a   Umashankara, Muddegowda ^a   Rangappa, Kanchugarakoppal S ^a  

^a UNIVERSITY OF MYSORE   (India)

Author keywords

Benzothiazole; gem Dibromomethylarenes; o Aminothiophenols; Potassium tertiary butoxide

Indexed keywords

BENZOTHIAZOLE; POLYCYCLIC AROMATIC HYDROCARBON; THIAZOLE DERIVATIVE; THIOPHENOL DERIVATIVE;

ARTICLE; BROMINATION; CHEMICAL REACTION; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; ONE POT SYNTHESIS; SUBSTITUTION REACTION;

EID: 80052812810     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.08.055     Document Type: Article

References (27)

1. C.A. Mathis, Y. Wang, D.P. Holt, G.F. Huang, M.L. Debnath, and W.E. Klunk J. Med. Chem. 46 2003 2740 2754
2. I. Hutchinson, S.A. Jenninga, B.R. Vishnuvajjala, A.D. Westwell, and M.F.G. Stevens J. Med. Chem. 45 2002 744 747
3. Stevens, M. F. G.; Wells, G.; Westwell, A. D.; Poole, T. D. PCT Int. Appl., WO 0304479, 2003.
4. R. Caujolle, P. Loiseau, M. Payard, P. Gayral, and M.N. Kerhir Ann. Pharm. Fr. 47 1989 68 73
5. K. Yamamoto, M. Fujita, K. Tabashi, Y. Kawashima, E. Kato, M. Oya, T. Iso, and J. Iwao J. Med. Chem. 31 1988 919 930
6. H. Yoshida, R. Nakao, H. Nohta, and M. Yamaguchi Dyes and Pigments 47 2000 239 245
7. I. Petkov, T. Deligeorgiev, P. Markov, M. Evstatiev, and S. Fakirov Polym. Degrad. Stab. 33 1991 53 66
8. A.K. Chakraborti, C. Selvam, G. Kaur, and S. Bhagat Synlett 2004 851
9. S. Rudrawar, A. Kondaskar, and A.K. Chakraborti Synthesis 2005 2521
10. S.D. Gupta, H.P. Singh, and N.S.H.N. Moorthy Synth. Commun. 37 2007 4327
11. J.A. Seijas, M.P. Vazquez-Tato, M.R. Carballido-Reboredo, J. Crecente-Campo, and L. Romar-Lopez Synlett 2007 313
12. X.-Q. Zhu, M.-T. Zhang, A. Yu, C.-H. Wang, and J.-P. Cheng J. Am. Chem. Soc. 130 2008 2501
13. H. Sharghi, and O. Asemani Synth. Commun. 39 2009 860
14. T. Itoh, K. Nagata, H. Ishikawa, and A. Ohsawa Heterocycles 62 2004 197
15. T. Itoh, K. Nagata, H. Ishikawa, and A. Ohsawa Heterocycles 63 2004 2769
16. Y. Kawashita, C. Ueba, and M. Hayashi Tetrahedron Lett. 47 2006 4231
17. Y.-X. Chen, L.-F. Qian, W. Zhang, and B. Han Angew. Chem., Int. Ed. 47 2008 9330
18. K. Bahrami, M.M. Khodaei, and F. Naali J. Org. Chem. 73 2008 6835
19. C.D. Wilfred, and R.J.K. Taylor Synlett 2004 1628
20. Z. Chen, and A. Takahiko Synlett 2010 2457
21. A.B. Mandal, J.K. Augustine, A. Quattropani, and A. Bombrun Tetrahedron Lett. 46 2005 6033 6036
22. J.K. Augustine, Y. Arthoba Naik, A.B. Mandal, N. Chowdappa, and V.B. Praveen J. Org. Chem. 72 2007 9854 9856
23. J.K. Augustine, Y. Arthoba Naik, Subba poojari, and N. Chowdappa Synthesis 14 2009 2349 2356
24. S. Chandrappa, K. Vinaya, C.S. Ananda Kumar, and K.S. Rangappa Tetrahedron Lett. 51 2010 6493 6497
25. W.W. Lee, A.P. Mary, and J. Lional Leong Cancer Res. 28 1968 2539
26. A. Moria, and A. Sugie Bull. Chem. Soc. Jpn. 81 2008 548
27. M. Behrooz, and S. Hafezeh Euro. J. Chem. 4 2010 377 380